I am currently living in Montana and I've been thinking about moving back to Michigan. I don't really have a lot of stuff right now so I can probably ship everything I own for pretty cheap.
That would probably be the only reason I'd want to do a route like that ... relatively flat, treeless, boring, windy, risk of heavy thunderstorms, boring ...
It would be challenging to stealth camp in some parts of that in terms of hiding from view! There's not much in the way of trees, bushes, shrubbery, plant-life.